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    • 1. 发明申请
      US20070021407A1 Substituted quinolines as antitumor agents 失效
    • Substituted quinolines as antitumor agents
    • US20070021407A1
    • 2007-01-25
    • US11374423
    • 2006-03-14
    • Francis Boyle , Keith Gibson , Kevin Foote
    • Francis Boyle , Keith Gibson , Kevin Foote
    • A61K31/496 , A61K31/4709 , A61K31/4704 , C07D403/02
    • C07D215/56 , C07D215/54 , C07D231/12 , C07D233/56 , C07D249/08 , C07D401/12 , C07D405/12 , C07D409/12 , C07D413/12 , C07D417/12
    • The invention provides a compound of Formula (Ia), or a pharmaceutically acceptable salt, pro-drug or solvate thereof. wherein: n is 0 or 1; Y is selected from —NH—, —O—, —S—, or —NR7— where R7 is alkyl of 1-6 carbon atoms; R5 is cyano, fluoro, chloro or bromo; R6 is cycloalkyl of 3 to 7 carbon atoms, which may be optionally substituted with one or more alkyl of 1 to 6 carbon atom groups; or is a pyridinyl, pyrimidinyl, or phenyl ring; wherein the pyridinyl, pyrimidinyl, or phenyl ring may be optionally mono- di-, or tri-substituted; or R6 is a group —R8—X—R9 where R8 is a divalent cycloalkyl of 3 to 7 carbon atoms, which may be optionally further substituted with one or more alkyl of 1 to 6 carbon atom groups; or is a divalent pyridinyl, pyimidinyl, or phenyl ring; wherein the pyridinyl, pyrimidinyl, or phenyl ring may be optionally further substituted with one or more groups; and where X is selected from —NH—, —O—, —S—, CH2 or —NR7′— where R7′ is alkyl of 1-6 carbon atoms, and R9 is a group (CH2)mR10 where m is 0, or an integer of from 1-3 and R10 is an optionally substituted aryl or optionally substituted cycloalkyl ring of up to 10 carbon atoms, or R10 is a optionally substituted heterocyclic ring or an N-oxide of any nitrogen containing ring; R1, R2, R4 are independently selected from hydrogen, hydroxy, halogeno, cyano, nitro, trifluoromethyl, C1-3alkyl, —NR11R12— (wherein R11 and R12, which may be the same or different each represents hydrogen, or C1-3alkyl), or a group R13—X1—(CH2)x wherein x is 0 or an integer of from 1 to 3, X1 represents a direct bond, —O—, —CH2—, —OC(O)—, —C(O)—, —S—, —SO—, —SO2—, —NR14C(O)—, —NR14C(O)O—, —C(O)NR15—, —C(O)ONR15—, —SO2NR16—, —NR17SO2— —NR18— or —NR18NR18— (wherein R14, R15, R16, R17 and R18 each independently represents hydrogen, C1-3alkyl or C1-3alkoxyC2-3alkyl)), and R13 is hydrogen, optionally substituted hydrocarbyl, or optionally substituted heterocyclyl; and R3 is selected from (i) a group of formula —X1—Rx—(OH)p where X1 is as defined above, Rx is an alkylene, alkenylene or alkynylene chain, optionally interposed with a heteroatom or a heteocyclic ring and p is 1 or 2; (ii) a group of formula R13a—(CH2)y—X1—(CH2)x where R13 a is as defined for R13 above, and X1 and x are as defined above, y is 0 or an integer between 1 and 5, wherein (CH2)y is optionally interposed by an X1 group; (iii) a group of formula —X1—Ry—NRz—Ry′—S—Ry″ where X1 is as defined above, Ry, Ry′ and Ry″ are independently selected from alkyl, alkenyl or alkynyl chains, and Rz is hydrogen or alkyl, or Rz and Ry″ are joined together to form an optionally substituted nitrogen and sulphur containing ring; (iv) a group of formula —X1—Rx′—(C3-6cycloalkyl) where X1 is as defined above and Rx′ is an alkylene, alkenylene or alkynylene chain, optionally interposed with a heteroatom a group of the formula —X1—C1-5alkyl where X1 is as defined above and C1-5alkyl is substituted by one more substituents independently selected from chloro and cyano; (v) a group of the formula —X1—C1-3alkyl-CO—NR18NR18—R20 where R18 is as defined above and R20 is selected from hydrogen or C1-5alkoxycarbonyl; or (vi) a heterocyclic ring. The invention also provides a process for the preparation of a compound of Formula (Ia), pharmaceutical compositions of a compound of Formula (Ia) and methods for the treatment or prevention of cancer comprising administering an effective amount of a compound of Formula (1a).
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